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Hmm, what does Hermione's hint say? If it says you should announce it, and it's not working, then that's a fresh bug I've never heard of before. Could I take a look at a save of yours?

And Serena will agree to it once you've progressed far enough in the main storyline. So, follow the hints on your personal journal page.

Thanks for the reply Sir. Love the game by the way! Indeed it says I should announce it, but everytime I try to teach a class, it doesn't work. How can I send you saves?

You can send them via Discord or upload it to a file sharing website and give me the link. Sounds like something's broken indeed if going to class doesn't trigger it.